二乙烯基-13,17-环脱镁叶绿酸-a烯醇的体内和体外制备
In vivo and in vitro preparation of divinyl-13,17-cyclopheophorbide-a enol.
作者信息
Kinoshita Yusuke, Kayama Motoki, Kashiyama Yuichiro, Tamiaki Hitoshi
机构信息
Graduate School of Life Sciences, Ritsumeikan University, Kusatsu, Shiga 525-8577, Japan.
Graduate School of Applied Science and Engineering, Fukui University of Technology, Fukui, Fukui 910-8505, Japan.
出版信息
Bioorg Med Chem Lett. 2018 Apr 1;28(6):1090-1092. doi: 10.1016/j.bmcl.2018.02.015. Epub 2018 Feb 9.
Divinyl-13,17-cyclopheophorbide-a enol was in vivo produced as a metabolite of divinyl-chlorophyll-a by protists and in vitro prepared by the intramolecular cyclization of methyl divinyl-pyropheophorbide-a, one of the divinyl-chlorophyll-a derivatives. The H NMR spectra in CDCl showed that the obtained product took exclusively its enol form in the solution. The intramolecular cyclization of chlorin π-system at the C13 and C17 positions affected the optical properties of such chlorophyll derivatives including the non-fluorescent emission of the enol.
二乙烯基-13,17-环脱镁叶绿酸-a烯醇是原生生物将二乙烯基叶绿素-a代谢产生的体内代谢产物，并且可通过二乙烯基叶绿素-a衍生物之一的甲基二乙烯基焦脱镁叶绿酸-a的分子内环化在体外制备。在CDCl中的核磁共振氢谱表明，所得到的产物在溶液中仅以烯醇形式存在。二氢卟吩π-体系在C13和C17位的分子内环化影响了这类叶绿素衍生物的光学性质，包括烯醇的非荧光发射。
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